(2R,4R)-4-((2E,7E)-(1S,4S,9S)-9-Hydroxy-1-methoxy-4,8-dimethyl-6-methylene-undeca-2,7-dienyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester | 594854-75-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,4R)-4-((2E,7E)-(1S,4S,9S)-9-Hydroxy-1-methoxy-4,8-dimethyl-6-methylene-undeca-2,7-dienyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester
• CAS: 594854-75-8
• 化学式: C₂₉H₄₂O₆
• 分子量: 486.649
• InChiKey: DZGQJCXKTSXLJW-ICKAOCCSSA-N

物化性质

• 沸点：
  599.6±50.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,4R)-4-((2E,7E)-(1S,4S,9S)-9-Hydroxy-1-methoxy-4,8-dimethyl-6-methylene-undeca-2,7-dienyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 在 吡啶 、 4-二甲氨基吡啶 、 potassium tert-butylate 、 溶剂黄146 、 lithium hexamethyldisilazane 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 (7E,12E)-(3R,5R,6S,9S,14S)-14-Ethyl-5-hydroxy-5-hydroxymethyl-6-methoxy-3,9,13-trimethyl-11-methylene-oxacyclotetradeca-7,12-diene-2,4-dione
  参考文献：
  名称：

  Novel galbonolide derivatives as IPC synthase inhibitors: design, synthesis and in vitro antifungal activities

  摘要：

  A series of novel galbonolide derivatives having a modified methyl enol ether moiety were prepared in total synthetic procedures and evaluated for their in vitro antifungal activities. The antifungal activity was labile to modification of the enol ether functionality and almost all of the modified compounds lacked the activity except for the analogue with an introduction of a methylthio group at the C-6 position, which retained a modest antifungal potency against Cryptococcus neoformans. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.072
• 作为产物：
  描述：

  (2R,4R)-4-[(2E,7E)-(1S,4S,9S)-1-Methoxy-4,8-dimethyl-6-methylene-9-(2-trimethylsilanyl-ethoxymethoxy)-undeca-2,7-dienyl]-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 在 四乙基氟化铵水合物 作用下， 生成 (2R,4R)-4-((2E,7E)-(1S,4S,9S)-9-Hydroxy-1-methoxy-4,8-dimethyl-6-methylene-undeca-2,7-dienyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Novel galbonolide derivatives as IPC synthase inhibitors: design, synthesis and in vitro antifungal activities

  摘要：

  A series of novel galbonolide derivatives having a modified methyl enol ether moiety were prepared in total synthetic procedures and evaluated for their in vitro antifungal activities. The antifungal activity was labile to modification of the enol ether functionality and almost all of the modified compounds lacked the activity except for the analogue with an introduction of a methylthio group at the C-6 position, which retained a modest antifungal potency against Cryptococcus neoformans. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.072